Vacation Rentals inMaryland
Maryland has 10 vacation rentals, with the most in Cambridge, Crownsville, and East New Market. They sleep 12 to 60 guests overnight. Common features include amazing views, fishing, and waterfront. 8 have guest reviews, averaging 4.9 out of 5.
Best Vacation Rentalsin Maryland
Showing 10 of 10 venues
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
4.9Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND TREMEZZO STAY - CHEASAPEAKE MANSION Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury rental experiences in St. Michaels, MD. If you do not see availability for…
New: Lakefront Luxury Home with Private Indoor Heated Pool!
4.9New: Lakefront Luxury Home with Private Indoor Heated Pool! Ritz on the Lake just listed with Red Barn Vacations. The home was five star-rated over many happy years of rentals. I'm sure we'll have a flood of five-star reviews on the website soon, but until then, we have no proble…
Memory Maker: Lakefront, Dock, Indoor Pool, Outdoor Pool, Sauna!
4.8Resort-Style Estate w/ Theater & Pools Name: Memory Maker | Bedrooms: 8 | Bathrooms: 9.5 | Sleeps: 25 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided Memory Maker is a must! This premium lake estate is packed with amenities- like two pri…
Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
4.9Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier 7 Night Peak and 3 Night Shoulder Minimum Stay! 10% Discount for Weekly Rental! Crab Season starts April 1st! Sleeps 19 people in beds + 2 infant cribs + 3 on inflatable mattresses + 2 floor cots. Tim…
Lazy Creek, Deep Creek Lake, Indoor Lazy River
4.9Lazy Creek - Deep Creek Lake - Indoor Lazy River Summary: Welcome to Lazy Creek, where fun and adventure awaits you! This signature home is located in Waterfront Greens community, you have the luxury of both access to the lake as well as the community golf course. Get ready to ex…
Tilghman Waterfront | Indoor Pool | Private Dock | Pool House
4.8Talbot County STR License STRN-23-10This newly renovated coastal 7-bedroom, 6-bathroom waterfront getaway with a spa-like indoor pool (heated during the winter months ) featuring a cabana house, 4,000+ square foot of living space, and breathtaking panoramic views of Harris Creek…
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
4.93 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room! This home has everything for enjoying waterfront and poolside living, while also being very convenient to major tourist attractions. The house is set in a park-like setting on almost 3 acres and has s…
Exquisite 14,000 sq ft Waterfront Mansion with Pool
Indulge in splendor at this sprawling 14,000-square-foot waterfront villa, spread out over 15 acres of Bayfront shoreline! With views of the Bay Bridge from your bedroom, inquire about our in-house private chef, who is available for an additional fee.This new construction is stil…
Weddings/Reunions/Corp & Private Retreats 22 Acre Chesapeake Waterfront Estate
4.9Weddings/Reunions/Corp & Private Retreats 22 Acre Chesapeake Waterfront Estate ***Waterfronts homes with pools are booked until September 13, 2020. We are also taking reservations for 2021*** This estate is privately situated on 22 acre of pristine and unspoiled Chesapeake waterf…
Chesapeake Bay Large Beautiful Waterfront Estate! "Belle Aire Landing"
When thinking about an amazing vacation, the words that come to mind should be like 'Amazing', 'Unforgettable', and 'spectacular', these words will absolutely fail to describe how special this property truly is and you'll know that you've arrived at Belle Aire Landing! With over…
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
4.9Maryland
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND TREMEZZO STAY - CHEASAPEAKE MANSION Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury rental experiences in St. Michaels, MD. If you do not see availability for…
New: Lakefront Luxury Home with Private Indoor Heated Pool!
4.9Maryland
New: Lakefront Luxury Home with Private Indoor Heated Pool! Ritz on the Lake just listed with Red Barn Vacations. The home was five star-rated over many happy years of rentals. I'm sure we'll have a flood of five-star reviews on the website soon, but until then, we have no proble…
Memory Maker: Lakefront, Dock, Indoor Pool, Outdoor Pool, Sauna!
4.8Maryland
Resort-Style Estate w/ Theater & Pools Name: Memory Maker | Bedrooms: 8 | Bathrooms: 9.5 | Sleeps: 25 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Provided Memory Maker is a must! This premium lake estate is packed with amenities- like two pri…
Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
4.9Maryland
Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier 7 Night Peak and 3 Night Shoulder Minimum Stay! 10% Discount for Weekly Rental! Crab Season starts April 1st! Sleeps 19 people in beds + 2 infant cribs + 3 on inflatable mattresses + 2 floor cots. Tim…
Lazy Creek, Deep Creek Lake, Indoor Lazy River
4.9Maryland
Lazy Creek - Deep Creek Lake - Indoor Lazy River Summary: Welcome to Lazy Creek, where fun and adventure awaits you! This signature home is located in Waterfront Greens community, you have the luxury of both access to the lake as well as the community golf course. Get ready to ex…
Tilghman Waterfront | Indoor Pool | Private Dock | Pool House
4.8Maryland
Talbot County STR License STRN-23-10This newly renovated coastal 7-bedroom, 6-bathroom waterfront getaway with a spa-like indoor pool (heated during the winter months ) featuring a cabana house, 4,000+ square foot of living space, and breathtaking panoramic views of Harris Creek…
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room!
4.9Maryland
3 acre waterfront estate - heated pool, hot tub, yard, pier, game and pub room! This home has everything for enjoying waterfront and poolside living, while also being very convenient to major tourist attractions. The house is set in a park-like setting on almost 3 acres and has s…
Exquisite 14,000 sq ft Waterfront Mansion with Pool
Maryland
Indulge in splendor at this sprawling 14,000-square-foot waterfront villa, spread out over 15 acres of Bayfront shoreline! With views of the Bay Bridge from your bedroom, inquire about our in-house private chef, who is available for an additional fee.This new construction is stil…
Weddings/Reunions/Corp & Private Retreats 22 Acre Chesapeake Waterfront Estate
4.9Maryland
Weddings/Reunions/Corp & Private Retreats 22 Acre Chesapeake Waterfront Estate ***Waterfronts homes with pools are booked until September 13, 2020. We are also taking reservations for 2021*** This estate is privately situated on 22 acre of pristine and unspoiled Chesapeake waterf…
Chesapeake Bay Large Beautiful Waterfront Estate! "Belle Aire Landing"
Maryland
When thinking about an amazing vacation, the words that come to mind should be like 'Amazing', 'Unforgettable', and 'spectacular', these words will absolutely fail to describe how special this property truly is and you'll know that you've arrived at Belle Aire Landing! With over…
Frequently Asked Questions
How many vacation rentals are in Maryland?
There are 10 vacation rentals listed in Maryland, spread across 10 cities and towns.
Which cities in Maryland have the most vacation rentals?
Cambridge, Crownsville, and East New Market have the most, with 1 each.
How many people do Maryland vacation rentals sleep?
10 rentals list their sleeping capacity, from 12 to 60 people.
How are Maryland vacation rentals rated?
8 of 10 listings have guest reviews, with an average rating of 4.9 out of 5.
What amenities are most common at Maryland vacation rentals?
Amazing Views is the most common (10 listings), followed by fishing (9) and waterfront (9).
What's the most popular vacation rental style in Maryland?
Estate properties are the most common in Maryland, with 4 to choose from, alongside other styles. Filter by property style to match what you want.
Are there vacation rentals with outdoor space in Maryland?
Yes, 10 of Maryland's vacation rentals offer outdoor space, from gardens and pools to waterfront settings.
Are there beachfront vacation rentals in Maryland?
Yes, Maryland has 2 beachfront or oceanfront vacation rentals for a waterside stay.